Holiday rentals in Middletown

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Top-rated holiday rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open doorway leads to a private outdoor balcony overlooking a lush green landscape and the gentle flow of the River Fane. The wooden walls and floor exude a natural warmth, complemented by potted plants placed strategically along the railing.
Tiny home in Inniskeen
4.98 out of 5 average rating, 445 reviews

River Fane Cottage Retreat - Hot Tub~Sauna~Plunge

Experience unparalleled luxury at Ireland's top private riverside haven for couples - The River Fane Cottage Retreat. Nestled on the banks of the majestic River Fane in County Monaghan, our stone-built sanctuary offers a blend of rustic charm and modern comfort. Immerse yourself in relaxation with our custom sauna, hot tub, and cold plunge pool, all fed by natural spring water. Let the river's energy infuse every moment of your stay, creating unforgettable memories. Your romantic escape awaits!

Top guest favourite
A lush green field is bordered by a stone wall, with trees providing a backdrop against a partly cloudy sky. The vibrant grass is interspersed with low shrubbery along the fencing, creating an inviting natural scene.
Loft
4.99 out of 5 average rating, 267 reviews

Lemnagore Lodge

Cosy self-catering apartment located between 2 beautiful estates. The house is surrounded by green and lush farmland and an old railway line. We are only 12 minutes away from beautiful Armagh. It is a good shopping town with plenty of restaurants, cafes, leisure centre, museums and planetarium. There are ple of parks and forests nearby, for that peaceful walk. Our place is ideal for families, couples, and the lone traveller alike. Welcome basket on arrival with tea, coffee, milk, and water.

Top guest favourite
The charming exterior of Tullydowey Gate Lodge is framed by a gravel driveway lined with trees. The cottage features a stone wall and prominent chimney stacks. Sunlight illuminates the façade, showcasing its quaint windows and traditional roof structure.
Cottage
4.96 out of 5 average rating, 317 reviews

Tullydowey Gate Lodge

Situated beside the village of Blackwatertown on the border between counties Tyrone and Armagh. Tullydowey Gate Lodge is a Grade B1 listed property built in 1793. Restoration of the gate lodge was completed in 2019 and undertaken with the utmost regard for the history of the building with many of the existing 18th century features sympathetically maintained whilst providing the comforts of 21st century living in a traditional country cottage style turning it once again into a real eye catcher.

Top guest favourite
A charming cottage exterior is displayed, featuring a stone facade and light blue accents. A welcoming wooden door serves as the entrance. Flower boxes with vibrant blooms adorn the windows, enhancing the appealing street view. The residential area conveys a sense of community.
Townhouse
4.97 out of 5 average rating, 211 reviews

Homely Village House

This quaint, fully equipped self catering cottage, is situated in the heart of Glaslough village, just a 5 minute walk to the castle estate entrance. It is ideally located beside the village shop, Olde Bar and children's playground (Tennis/Basketball courts). Garden and BBQ area are available for guests to use. We also offer bespoke soul soothing activities including equine therapy, lakeside meditation, creative writing, breathwork, yoga, electric bike tour of the village and so much more.

Guest favourite
A warm living area features wooden walls and high ceilings, complemented by a cozy arrangement of light-colored furniture. A round coffee table sits at the center, adorned with books and a small plant. Natural light enters through large windows, while a wood stove adds warmth.
Home
4.85 out of 5 average rating, 158 reviews

Forest Lodge Padel Tennis Court, Hot Tub, Walks

Wake up to bird song, and bunnies in a warm luxury, three bedroom forest lodge. Play unlimited padel on our private court, soak in the private hot tub or explore the Forest Meditation Trail. Cook on the bbq, light the fire pit. For kids can play in the treehouses or pet the dogs and ponies. Perfect for family or friends or a serene work base. Superfast WIFI. Our guests are so chilled leaving this amazing home. Inside super comfortable beds and a private library. Hot tub new from May 2026!

Top guest favourite
A private hot tub is seen in the foreground, filled with bubbling water. Two glasses are placed on the edge, reflecting the evening light. In the background, rolling green hills and Carlingford Lough can be observed beneath a sky painted with soft hues of sunset.
Place to stay
5 out of 5 average rating, 65 reviews

Adult only Retreat - Views of Carlingford Lough

Carrickoka is a unique adults-only luxury self service retreat overlooking Carlingford Lough, situated along the scenic St. Patrick’s Way. The retreat features private hot tubs, creating the perfect setting for relaxation. Ideal for romantic getaways, walkers, and cyclists, Carrickoka combines tranquillity, natural beauty, and modern comfort, making it a truly special destination for those seeking peace and scenic adventure. Enjoy the lovely setting of this romantic spot in nature.

Guest favourite
The resort is nestled among lush greenery, showcasing a wooden structure supported by a rocky backdrop. Large windows allow natural light to enter, while a wooden deck extends around the tree, offering a seamless connection with the surrounding nature.
Treehouse
4.97 out of 5 average rating, 474 reviews

Balance Treehouse - Luxury high in the tree tops

High in the tree tops as you look out over the craggy Heather covered hills, stone ditched fields and winding narrow roads. Take a deep breath, relax and reconnect with nature. A unique hand crafted resort, boasting a natural rustic look with full modern connectivity. Accessed via a private rope bridge, a hot tub, outdoor net/hammock, outdoor shower built for two and super king bed complete with glass roof for star gazing. All fully controlled by voice commands.

Guest favourite
The image features a hot tub with bubbling water, positioned on a wooden deck. Lush green fields and rolling hills can be seen in the background, while a tranquil body of water is visible in the distance under a clear sky.
Cabin
4.92 out of 5 average rating, 138 reviews

Tullynawood Glamping and Farms

This bespoke spacious cabin is 40ft and newly built. It is sited with its own hot tub and outdoor area in the countryside. It offers stunning views from the hot tub and walking distance to both Tullynawood fishing lake and Darkley lake. We are approximately 3 miles to Keady town and 30 minutes to Armagh city. Located near the Monaghan boarder and part of the Monaghan walking path. 1 hour to Belfast 1.5 hours to Dublin

Top guest favourite
A comfortable sitting area features a patterned sofa with pillows, complemented by an armchair. A white coffee table is centered on wooden flooring, while a lamp stands beside the sofa. Large windows with green curtains frame a view of surrounding greenery.
Home
4.98 out of 5 average rating, 41 reviews

Gateway to Glaslough

Welcome to this recently renovated home from home, situated in a beautiful rural setting half way between Glaslough Village and Monaghan Town. So whether you're exploring historic Glaslough (4km), attending a wedding in Castle Leslie, or coming for the Country Music / Harvest Blues or Féile Oriel in Monaghan Town (5km), you won't be disappointed. Gheobhaidh tú fearadh na fáilte ann!

Guest favourite
The exterior of a detached two-story stone house is shown, featuring a symmetrical façade with large windows. The entrance is framed by a decorative archway, and a well-maintained front garden is visible. A wooden fence encloses the property, providing a welcoming appearance.
Home
4.92 out of 5 average rating, 154 reviews

Magnolia House. Glaslough Village.

This large spacious 5 bedroom detached property that can sleep up to ten people, with surrounding garden and off road parking for up to 6 cars. Situated within the centre of the Glaslough housing development, this property is in the heart of Glaslough village and a short 5 minute walk from the local castle, with easy access to the Hunting Lodge & famous Equestrian centre.

Guest favourite
The cut stone structure of the house is framed by colorful autumn foliage. The exterior features decorative windows and a traditional roof. Surrounding trees provide a natural backdrop, enhancing the sense of seclusion in the estate's scenic landscape.
Cottage
4.88 out of 5 average rating, 162 reviews

Keepers House, Castle Leslie Estate

A cut stone period two bed house, recently renovated and formerly the game keepers house, located in the heart of the Castle Leslie Estate. The house sits at the top of a small hill, with views of a lake through the trees that surround the house. Perfect for quiet get aways with friends or the family as well as those visiting for weddings and events at Castle Leslie.

Top guest favourite
Tiny home
5 out of 5 average rating, 47 reviews

Distiller's Lodge

The Distiller's Lodge is based on the grounds of Old Carrick Mill Distillery. This private 1 bedroom Lodge has its own hot tub , sauna and plunge bath - all using natural mineral water from our private wells on site. Double Shower ✅️ and kitchen. This stay is truly unique✨️ Private tours of the distillery are also available upon request and availability.

Popular amenities for Middletown holiday rentals